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Hydrazine hydrate (1:1) → 5-amino-4-[(2-chlorophenyl)methyl]-1,2-dihydro-3H-pyrazol-3-one

HRID 510395
ノート
印刷プレビュー

反応式

HRID 510395 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]([C:15]#[N:16])[C:10](OCC)=O.[OH2:17].[NH2:18][NH2:19]>C(O)C.C(O)(=O)C>[NH2:16][C:15]1[NH:19][NH:18][C:10](=[O:17])[C:9]=1[CH2:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 13827936HCID 13827936、化合物

生成物 1

HCID 712750485-amino-4-[(2-chlorophenyl)methyl]-1,2-dihydro-3H-pyrazol-3-one

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

To a solution of ethyl 3-(2-chlorophenyl)-2-cyanopropanoate (2.37 g, 10 mmol) in ethanol (20 mL) and acetic acid (20 mL) under nitrogen was added hydrazine monohydrate (2.5 g, 49.9 mmol). The reaction mixture was heated and stirred at 100° C. overnight. Reaction mixture was concentrated. Oily residue was dissolved with ethyl acetate (60 mL) and 5% HCl solution (15 mL). Two layers were separated. Organic layer was washed with brine (15 mL), dried and concentrated to give product. It was used in next step without purification. (1.98 g, 89%); LC/MS: MS (ES+) m/e 224 (MH+)

後処理

  1. temperatureThe reaction mixture was heated
  2. customReaction mixture
  3. concentrationwas concentrated
  4. dissolutionOily residue was dissolved with ethyl acetate (60 mL) and 5% HCl solution (15 mL)
  5. customTwo layers were separated
  6. washOrganic layer was washed with brine (15 mL)
  7. customdried
  8. concentrationconcentrated
  9. customto give product
  10. customIt was used in next step without purification

出典と根拠

ORDレコード
ord-56df1769b13d4b70a0ef8a502b9b5fd0
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09096605B2

反応ノート

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